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A kind of preparation method of thermal paper sensitizer ethylene glycol diphenyl ether

A technology of ethylene glycol diphenyl ether and sensitizer, which is applied in the directions of ether preparation, ester reaction preparation of ether, organic chemistry, etc., can solve the problems of high production cost and low yield, etc., so as to reduce production cost and increase production. Costs, large implementation value, and socioeconomic effects

Active Publication Date: 2022-06-07
QUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the yield in the known method is not high, and the excess of reaction raw material 1,2-dibromoethane or 1,2-dichloroethane leads to high production cost

Method used

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  • A kind of preparation method of thermal paper sensitizer ethylene glycol diphenyl ether
  • A kind of preparation method of thermal paper sensitizer ethylene glycol diphenyl ether

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] In the three-bay flask, add 15.7 g bromobenzene (100 mmol) and 47 ml DMF and stir. Sequentially add 12.7 g of sodium carbonate (120 mmol, 1.2 equivalent), 1.9 g of cuprous iodide (10 mmol, 0.1 equivalence), 1.87 g of 2,2'-bipyridine (12 mmol, 0.1 equivalent) and 7.4 g of ethylene glycol (120 mmol, 1.2 equivalence), the reaction mixture was stirred at 100 °C overnight. After reducing pressure and recovering DMF, 100ml of water and 100ml of toluene were added, and the aqueous phase was extracted three times with 300ml of toluene, and the organic layer was combined. Wash sequentially with water and 5% sodium carbonate. The organic phase was dried with anhydrous sodium sulfate, filtered, and the organic solvent was distilled out after decolorization of activated carbon to obtain 22 grams of crude product, and the crude product was recrystallized by isopropanol and vacuum dried to obtain 19.5 grams of product, with a yield of 91% and a purity greater than 99%.

Embodiment 2

[0021]The basic operation is the same as Example 1, the difference is: the metal catalyst is 1.43 g cuprous bromide (10mmol, 0.1 equivalent). After recrystallization, the crude product was recrystallized to obtain 17.8 grams of product, with a yield of 83% and a purity greater than 99%.

Embodiment 3

[0023] The basic operation is the same as Example 1, the difference is: the metal catalyst is 2.2 g copper bromide (10mmol, 0.1 equivalent). After recrystallization, the crude product was recrystallized to obtain 15.6 grams of product, with a yield of 73% and a purity greater than 99%.

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Abstract

The invention relates to a preparation method of thermal paper sensitizer ethylene glycol diphenyl ether. The preparation method uses halogenated benzene and ethylene glycol as raw materials, any one or more of 2,2'-bipyridine and its derivatives as a ligand, and in the presence of a base and a solvent, Cu(I ) or Cu(II) as a catalyst to prepare ethylene glycol diphenyl ether. Compared with the known technology, the production cost of ethylene glycol diphenyl ether is greatly reduced after using ethylene glycol and bromobenzene as the reaction raw materials. In addition, the ligand 2,2'-bipyridine can be recycled and used without increasing the production cost. It has great implementation value and social and economic benefits.

Description

Technical field [0001] The present invention relates to a method for preparing a thermal paper sensitizer ethylene glycol diphenyl ether. Background [0002] Glycol diphenyl ether as a new type of thermal paper sensitizer in the market demand is large. At present, the commonly used production method is 1,2-dibromoethane (Fine Chemicals, 2010, 27(5), 512-515; Journal of East China University of Science and Technology Natural Science Edition, 2012, 38(5), 529-536, 566) or 1,2-dichloroethane (CN1544406, CN103073398, CN102276432, CN104710287, JP2005145857) and the corresponding phenol reaction. However, the yield in the known method is not high, and the reaction raw material 1,2-dibromoethane or 1,2-dichloroethane is excessive, resulting in high production costs. Therefore, the development of a safe and low-cost method for the preparation of glycol diphenyl ether has important economic value. Contents of the Invention [0003] Object of the present invention is to find a new method ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C41/16C07C43/205
CPCC07C41/16C07C43/2055
Inventor 葛承胜吕延文任浩明周海谢艳
Owner QUZHOU UNIV
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